Senior Software Engineer, AI Automation

Coalition Technologies

. Lead the technical design and delivery of AI agents, reusable skills, and automation workflows used by Coalition’s internal teams.

Posted 11/2/2026full-timeRemote • CanadaSenior💰 CA$134,600 - CA$184,600 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates extensive experience in leading the design and delivery of AI agents and automation workflows, with strong capabilities in Python engineering, SQL, and production deployment. Proven ability to mentor teams, influence stakeholders, and ensure the reliability and safety of AI systems.

Highest-signal resume keywords

Python EngineeringSQL ExpertiseAI Agent DevelopmentProduction DeploymentTechnical Leadership

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Software EngineeringLLM-Backed ApplicationsMulti-Step Automation WorkflowsError HandlingProduction Engineering FundamentalsGitCI/CDContainersMonitoringTesting

Soft Skills

Clear CommunicationStakeholder InfluenceMentoring

Tools & Technologies

MCPLinearJiraZendeskSalesforceSnowflake

Industry Keywords

InsuranceFintechCybersecurityRegulated Environment

Tech Stack

Tools & technologies

Cyber SecurityPythonSnowflakeSQL

About the role

Key responsibilities & impact

Lead the technical design and delivery of AI agents, reusable skills, and automation workflows used by Coalition’s internal teams.
Translate complex, ambiguous business processes, judgment calls, and edge cases into reliable, maintainable software.
Design and evolve integrations between agents and systems of record using MCP and comparable tool-integration frameworks.
Define architecture, interfaces, data contracts, and operational standards for production AI systems.
Establish evaluation strategies, quality baselines, and release criteria; use results to make deployment and iteration decisions.
Build systems with controls for permissions, observability, auditability, human-in-the-loop review, failure containment, and rollback.
Partner with data engineering and business stakeholders to ensure automations use trustworthy data and have sustainable ownership.
Drive technical decisions across multiple workflows, identify reusable patterns, and raise the engineering bar for the team.
Mentor engineers and technical partners through design reviews, implementation guidance, and practical AI engineering standards.
Document systems, decisions, and operating practices so teams can safely maintain and extend what you build.

Requirements

What you’ll need

7+ years of hands-on software engineering experience, including substantial recent experience building and shipping LLM-backed applications used by real users.
Demonstrated experience taking AI agents or multi-step automation workflows from prototype through reliable production operation.
Strong Python engineering skills and practical SQL expertise, including the ability to work directly with production data models.
Deep experience with prompting, tool use, agentic loops, structured outputs, multi-step workflows, error handling, and production deployment.
Experience designing and operating systems that integrate with business-critical systems of record.
Strong judgment around evaluation methodology, reliability, safety controls, and the tradeoffs required to deploy AI systems responsibly.
Solid production engineering fundamentals across Git, CI/CD, containers, deployment, monitoring, testing, permissions, and rollback.
Ability to lead technical work in ambiguous environments, influence stakeholders, and turn incomplete requirements into practical, high-quality solutions.
Clear written and verbal communication skills, with the ability to work directly with both technical and non-technical partners.
Bonus: Experience building or maintaining MCP servers, agent platforms, or reusable tool/skill frameworks.
Bonus: Experience designing evaluation harnesses, test datasets, and monitoring for LLM-backed systems.
Bonus: Background in internal tools, solutions engineering, professional services, startup environments, or founding teams.
Bonus: Familiarity with Linear, Jira, Zendesk, Salesforce, or Snowflake.
Bonus: Experience in insurance, fintech, cybersecurity, or another regulated environment.
Bonus: Experience mentoring engineers or acting as a technical lead for complex cross-functional initiatives.

Benefits

Comp & perks

100% medical, dental, and vision coverage
Flexible PTO
Annual home office stipend and WeWork access
Mental & physical health wellness programs like Headspace, Lumino, and more!
Competitive compensation and opportunity for advancement